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However, the use of graphene\u2010based \u03c0\u2010radicals in synthesis remains limited due to our incomplete understanding of their reactivity. This limitation primarily arises from the inherent difficulty of controlling reactions involving multiple reactive centers, as is the case with \u03c0\u2010delocalized radicals. To address this challenge and advance research on \u03c0\u2010radical reactivity, we establish reaction control in a system that can formally feature multiple unpaired \u03c0\u2010electrons. Specifically, we examine oxidative\n                    <jats:italic>peri<\/jats:italic>\n                    \u2010fusion of the dihydro\u2010precursor of the prototypic non\u2010Kekul\u00e9 hydrocarbon triangulene. By investigating the reactive intermediates that dictate selectivity, we demonstrate that monoradical, rather than diradical, intermediates play a key role. Through the precise placement of steric bulk around the periphery, we modulate reactivity at specific positions, steering selectivity toward doubly or singly\n                    <jats:italic>peri<\/jats:italic>\n                    \u2010fused dimeric products. Our study demonstrates that, when controlled, the reactivity of open\u2010shell molecular graphene fragments can serve as a step\u2010economic and synthetically valuable tool.\n                  <\/jats:p>","DOI":"10.1002\/anie.6610209","type":"journal-article","created":{"date-parts":[[2026,5,14]],"date-time":"2026-05-14T04:02:46Z","timestamp":1778731366000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["\u03c0\u2010Radical Cascades to\n                    <i>Peri<\/i>\n                    \u2010Fused Triangulene Dimers"],"prefix":"10.1002","volume":"65","author":[{"ORCID":"https:\/\/orcid.org\/0009-0001-5142-2831","authenticated-orcid":false,"given":"Paula L.","family":"Widmer","sequence":"first","affiliation":[{"name":"Department of Chemistry University of Zurich  Zurich 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Switzerland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3548-3594","authenticated-orcid":false,"given":"Laurent","family":"Bigler","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of Zurich  Zurich Switzerland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2990-974X","authenticated-orcid":false,"given":"Sabine","family":"Richert","sequence":"additional","affiliation":[{"name":"Institute of Physical Chemistry University of Freiburg  Freiburg Germany"},{"name":"Institute of Physical Chemistry II Ulm University  Ulm Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0013-4116","authenticated-orcid":false,"given":"Tom\u00e1\u0161","family":"\u0160olomek","sequence":"additional","affiliation":[{"name":"Van't Hoff Institute for Molecular Sciences University of Amsterdam  Amsterdam the Netherlands"},{"name":"Prievidza Chemical Society  Prievidza Slovakia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5595-431X","authenticated-orcid":false,"given":"Michal","family":"Jur\u00ed\u010dek","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of Zurich  Zurich Switzerland"},{"name":"Prievidza Chemical Society  Prievidza 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Numbers 2503689 (for1\u2010Mes) and 2503690 (for9a) contain the supplementary crystallographic data for this paper. These data are provided free of charge by the joint Cambridge Crystallographic Data Centre and Fachinformationszentrum Karlsruhe (https:\/\/www.ccdc.cam.ac.uk\/structures\/)."},{"key":"e_1_2_8_41_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202016437"},{"key":"e_1_2_8_42_1","doi-asserted-by":"publisher","DOI":"10.1055\/s\u20102006\u2010926345"},{"key":"e_1_2_8_43_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.8b00656"},{"key":"e_1_2_8_44_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b05465"},{"key":"e_1_2_8_45_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.9b02683"},{"key":"e_1_2_8_46_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202103078"},{"key":"e_1_2_8_47_1","unstructured":"Note 1: The NMR and EPR spectra were recorded as follows: A mixture of dihydro\u2010precursors was transferred into the glovebox where the oxidant was added. The Young tube was sealed and shaken for approximately 15 s then removed from the glovebox while shaking continuously. A1H NMR spectrum was recorded immediately and the procedure was repeated. For EPR measurements an aliquot of the reaction mixture was taken appropriately diluted and used directly for analysis. Note 2: For the experiment with 0.45 equivalents ofp\u2010chloranil 1H NMR spectra were collected after 10\u00a0min and after 24\u00a0h. The spectra remained unchanged confirming that no variation in the ratio of species occurred. This supports the conclusion that the system reaches a stable composition within approximately 10\u00a0min under these conditions."},{"key":"e_1_2_8_48_1","doi-asserted-by":"publisher","DOI":"10.1063\/1.3382344"},{"key":"e_1_2_8_49_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.analchem.5b00941"},{"key":"e_1_2_8_50_1","doi-asserted-by":"publisher","DOI":"10.1021\/om100106e"},{"key":"e_1_2_8_51_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jmr.2005.08.013"},{"key":"e_1_2_8_52_1","unstructured":"M. J.Frisch G. W.Trucks H. B.Schlegel et\u00a0al. Gaussian Inc. 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